1 got my 2012 Overland in May of 2013, it sat on the dealer lot for near 300 days (small Northern Alberta town), when I purchased it, it had 1280 kms on it (practically brand new). My window sticker shows msrp of $ 55,175, I paid $43,456+++ which isn't much more than our American bretheren would of paid. It took me a while to find it, but I saved a ton.
At the time I was seriously considering importing one, I contacted a couple American dealerships close to the border and though they said they couldn't sell me a brand new one, they could of sold me a used one/lease buy back. Though I might of saved $10k on the price, I would of had to buy an aftermarket warranty for about $4k, and by the time you paid travel expenses, import fees,etc.... I prolly would of only saved a couple of thousand. I didn't think it was worth the trouble. You might.
My advice, be patient and be ready to pounce when the right deal comes along.